A selective, potent, irreversible inhibitor of iPLA2
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Labeled Version(s)
9000528Bromoenol lactone-d7
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Bromoenol lactone

Item No. 70700

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
6E-(bromomethylene)tetrahydro-3-(1-naphthalenyl)-2H-pyran-2-one
CAS Number
88070-98-8
Synonyms
  • BEL
  • Haloenol lactone
  • HELSS
Molecular Formula
C16H13BrO2
Formula Weight
317.2
Purity
≥95%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
acidic PBS: 50 µg/mlbasic PBS: 50 µg/mlDMF: 50 mg/mlDMSO: 25 mg/mlEthanol: 5 mg/mlPBS pH 7.2: 50 µg/ml
λmax
224 nm
SMILES
Br/C=C1\CCC(C(=O)O\1)c1cccc2ccccc12
InChi Code
InChI=1S/C16H13BrO2/c17-10-12-8-9-15(16(18)19-12)14-7-3-5-11-4-1-2-6-13(11)14/h1-7,10,15H,8-9H2/b12-10+
InChi Key
BYUCSFWXCMTYOI-ZRDIBKRKSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    5 mg

    $132

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    25 mg

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    50 mg

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    Product Description

    BEL is a selective, potent, irreversible, mechanism-based inhibitor of myocardial cytosolic calcium-independent phospholipase A2 (iPLA2) with a Ki value of 180 nM.1 BEL also inhibits macrophage iPLA2 in a concentration-dependent manner with an IC50 value of 60 nM and is an effective enzyme-activated irreversible inhibitor of chymotrypsin (Ki = 636 nM).2,3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Hazen, S.L., Zupan, L.A., Weiss, R.H., et al. Suicide inhibition of canine myocardial cytosolic calcium-independent phospholipase A2. The Journal of Biological Chemisty 266(11), 7227-7232 (1991).

    2. Ackermann, E.J., Conde-Frieboes, K., and Dennis, E.A. Inhibition of macrophage Ca2+-independent phospholipase A2 by bromoenol lactone and trifluoromethyl ketones. The Journal of Biological Chemisty 270(1), 445-450 (1995).

    3. Daniels, S.B., Cooney, E., Sofia, M.J., et al. Haloenol lactones. Potent enzyme-activated irreversible inhibitors for α-chymotrypsin. The Journal of Biological Chemisty 258(24), 15046-15053 (1983).